IMPPAT Phytochemical information: 
1,10-Epoxyfuranoeremophilane
1,10-Epoxyfuranoeremophilane
Summary

SMILES: C[C@H]1CC[C@H]2[C@@]3([C@]1(C)Cc1c(C3)occ1C)O2
InChI: InChI=1S/C15H20O2/c1-9-8-16-12-7-15-13(17-15)5-4-10(2)14(15,3)6-11(9)12/h8,10,13H,4-7H2,1-3H3/t10-,13-,14+,15-/m0/s1
InChIKey: JEMHOLDSLYRZHT-HPEDKQMDSA-N
DeepSMILES: C[C@H]CC[C@H][C@@][C@]6C)CccC6)occ5C))))))))O3
Scaffold Graph/Node/Bond level: c1cc2c(o1)CC13OC1CCCC3C2
Scaffold Graph/Node level: C1CC2CC3CCOC3CC23OC3C1
Scaffold Graph level: C1CC2CC3CCCC4CC34CC2C1
Functional groups: C[C@@H]1O[C@]1(C)C; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Naphthofurans
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Eremophilane sesquiterpenoids
Synonymous chemical names:
1,10-Epoxyfuranoeremophilane, 1,10-epoxyfuranoeremophilane
External chemical identifiers:
CID:CID_91747199; ZINC:ZINC000231154506
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
1,10-Epoxyfuranoeremophilane
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 232.32
Log P RDKit 3.26
Topological polar surface area (Å2) RDKit 25.67
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 17
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.27
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.73
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
1,10-Epoxyfuranoeremophilane
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.64
1,10-Epoxyfuranoeremophilane
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.45
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No